Windermere Prep School Calendar

Below you’ll find all the key dates and deadlines for Windermere Preparatory School.

Key Term Dates - Academic Calendar

Click the button below to download the full calendar.

Veterans Day - NO SCHOOL

Wednesday, Nov 11, 2026

Thanksgiving Break - NO SCHOOL

Monday, Nov 23 to Friday, Nov 27, 2026

Early Dismissal

Thursday, Dec 17, 2026

Teacher Work Day - NO SCHOOL

Friday, Dec 18, 2026

Winter Break - NO SCHOOL

Monday, Dec 21 2026 to Monday, Jan 04, 2027

Professional Development Day - NO SCHOOL

Tuesday, Jan 05, 2027

Classes Resume - Semester 2 Begins

Wednesday, Jan 06, 2027

MLK JR Holiday - NO SCHOOL

Monday, Jan 18, 2027

LOWER/HIGH SCHOOL ONLY Teacher Conference Day, NO SCHOOL for Lower/High School students, Middle School students are in class full day

Friday, Jan 29, 2027

Presidents’ Day Weekend - NO SCHOOL

Friday, Feb 12 to Monday, Feb 15, 2027